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Letters from Shadow Oaks

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An act of vandalism at a Florida high school connects three individuals in unforeseen ways. Nina, a retired art teacher with no family, moves into Shadow Oaks Senior Home amid fears she has lost a purpose for living. Unexpectedly, she receives a letter that draws her into a challenging situation. Megan, a successful businesswoman, wants to be promoted to Vice President of Marketing. A meeting with the high school principal about her rebellious daughter, Penny, is just the first disappointment of the day. Her boss also has bad news for her. Penny, a sixteen-year-old who calls herself Poison Pen, has a rocky relationship with her mother and stepfather. After she is caught vandalizing the school mascot statue, she accepts a community service project as punishment. Failure to complete the letter-writing project may result in juvenile detention. Can an exchange of letters and love of art transform all three lives?

336 pages, Paperback

Published September 2, 2025

3 people are currently reading
4 people want to read

About the author

K.L. Small

8 books24 followers
K. L. Small writes fiction for young readers and the young at heart. A Dress To Remember: A Fairy Tale is her debut middle grade novel. The Magic Carousel is Book 1 of The Brass Ring Series. The Christmas Carousel is Book 2 in the series. In 2024, the third book will be The Haunted Carousel.

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Displaying 1 - 30 of 57 reviews
Profile Image for Jenni.
6,056 reviews72 followers
September 8, 2025
4 - 4.5 stars

A Heartwarming and Inspiring Story

Letters from Shadows weaves together the lives of three women, each at a distinct stage of life, who unexpectedly find their paths intertwined through a heartfelt letter and the world of art.

Nina, an accomplished and retired art teacher, has recently moved into the picturesque Shadow Oaks Senior Living Home, a place adorned with lush gardens and vibrant community activities. Despite her background in fostering creativity, Nina feels a profound sense of loneliness and bewilderment in this new chapter of her life. With her shy demeanour, she struggles to find her footing among the other residents, longing to rediscover her passion for art and connection.

Megan, on the other hand, is navigating the complexities of her second marriage while trying to balance her responsibilities as a stepmother to two spirited daughters and her demanding job at a bustling marketing firm. She often finds herself caught in the whirlwind of family dynamics and professional deadlines, feeling as though she is constantly treading water. Megan's heart aches as she grapples with her role as a caregiver, torn between her commitments and the longing for personal fulfillment.

Lastly, there’s Penny, a bright yet troubled teenager dealing with the tumult of adolescence. She faces mounting challenges in her relationship with her mother, Megan, as well as her new stepfather. Penny often feels overshadowed and unheard, struggling to find her identity amidst the chaos and changes in her family life. Her artistic expression becomes an outlet for her frustrations, ultimately leading her to a place where she seeks connection and understanding.

Though they appear to be worlds apart, these three women share a common thread of angst and struggle. As they navigate their individual challenges, they slowly uncover the truth that no matter the age or stage of life, everyone wrestles with their own battles. Letters from Shadows poignantly explores themes of resilience, the importance of forging connections, and the journey towards personal growth. This touching narrative resonates with readers of all ages, reminding us that we are never truly alone in our experiences.
Profile Image for Cheryl Burman.
Author 15 books75 followers
July 15, 2025
When Nina, a former art teacher, gives up her apartment to move into an assisted living facility, she struggles with the feeling that life is now over for her, and all she is left with are special memories.

Megan, forty, with a successful career in marketing, a loving second husband, two daughters and a nice home, is on top of life – until things go very wrong in all directions, one of which being her relationship with her oldest daughter, teenager Penny.

Penny finds herself always arguing with her stepfather Steve, and tells herself life would be so much better if her dad was still about. And her mother is increasingly distant and unsympathetic as she grapples with her own problems.

Three women, three generations, each with very real and highly relatable struggles.

Then an ‘incident’ at Penny’s school forces her to write to an unknown resident at the assisted living facility as community service. From this unpromising start, closed gates slowly creak open to bring the generations together in a potholed, emotional journey of self-discovery.

I was engrossed following the twists and turns in the road as these women haltingly discover their inner strength through sharing and at times a grudging willingness to be open. So many times I wanted to either shout at or cheer these characters, because nothing is certain here.

It’s not just the major players who become very real. Ms Small also gives us a cast of secondary characters with their own charms and irritations, which adds significant depth to the tale. Overlay that with an ability to set the scene – from the shady gardens and bustling day room of Shadow Oaks itself, to Penny’s bedroom where the cat lies on the bed, ears always open to Penny’s spoken thoughts – and the story unfolds in the reader’s mind like a film.

I always expect beautiful writing from Ms Small and Letters is certainly no exception. Letters from Shadow Oaks is a compassionate tale which will leave you with a warm sense of optimism and the certainty that, however young or old you are, positive change is always possible.
Profile Image for Bridget Ball.
405 reviews17 followers
September 23, 2025
Letters from Shadow Oaks weaves a compelling narrative that proves the most profound connections can be forged from the most unlikely circumstances. Set in a Florida community, the story begins with an act of teenage rebellion—the vandalism of a high school mascot—and blossoms into a moving exploration of three lives at a crossroads.


The novel expertly rotates between the perspectives of its three distinct heroines. First, there is Nina, a retired art teacher grappling with loneliness and a loss of purpose after moving into the Shadow Oaks Senior Home. Her poignant fears are immediately relatable, making her a sympathetic anchor for the story. Then we meet Megan, a high-achieving businesswoman whose plans for a vice-presidential promotion are threatened by the dual crises of a rebellious daughter and professional setbacks. Finally, there is Penny, the sixteen-year-old “Poison Pen,” whose anger and feeling of being misunderstood manifest in destructive ways.


The genius of the plot lies in its simple yet powerful mechanism for connection: a letter-writing project assigned to Penny as community service. This punishment, meant to be a chore, becomes the lifeline that unknowingly binds all three women together. As Penny is forced to write letters, Nina unexpectedly receives one, drawing her out of her isolation and giving her a renewed sense of mission. Meanwhile, Megan must navigate her crumbling career while simultaneously trying to understand the daughter who seems to be slipping away.


The central question posed by the synopsis—"Can an exchange of letters and a love of art transform all three lives?"—is answered with a resounding and heartfelt "yes." The letters act as a neutral territory, a place where vulnerabilities can be shared without the immediate judgment of a face-to-face conversation. The shared love of art becomes a common language, bridging the gaps between youth, middle age, and the senior years.


What makes this book a standout is its gentle reminder that everyone has a story. Penny is not just a troublemaker; she is a hurting teenager. Megan is not just a preoccupied mother; she is a woman trying to hold her world together. Nina is not just a lonely senior; she is a well of wisdom and experience waiting to be tapped. The author skillfully allows each character to evolve, showing how empathy and understanding can lead to incredible personal growth.


Letters from Shadow Oaks is a character-driven novel that will appeal to readers who enjoy stories about family dynamics, redemption, and the enduring power of human connection. It’s a heartwarming and uplifting read that demonstrates how a single act, even a negative one, can set in motion a chain of events that ultimately leads to healing and transformation for everyone involved.
Profile Image for Jenn.
492 reviews22 followers
September 10, 2025
Nina moves into a senior living home and finds herself wondering if she has made a mistake in that decision. Without any family to visit or write she wonders how she'll fit in. Her spirits start to raise as she learns more about Poison Pen, and she slowly starts making new friends. Megan is one of the top marketing projects managers in her company, but when an acquisition happens, she finds herself without a job after 18 years. Faced with an unknown future, Megan stresses about finances and Penny's actions at school. Megan's daughter Penny has a flare for art, but when her friends use that flare for vandalism, she finds herself in trouble and regretting following her friends. She is delighted when she is offered writing letters to the senior community center as community service in lieu of legal action, but what could she have in common with senior citizens.

"Letters From Shadow Oaks" is one of those books that makes its way into your heart and settles there. K.L. Small has an elegance to her writing that keeps the story flowing beautifully with the perfect mix of inner thoughts, description, and character dialogue. Almost forgot I was reading, I curled up with the book and before I knew it an hour and half passed by and I didn't want to go to bed. I found that I didn't want to stop reading and wanted to keep going to find out what happens to everyone.

I found connection with Megan in not wanting to make the same sacrifices for financial security her mom did, for wanting something better for her family. Found myself highlighting many lines and phrases as they hit the heart. the storytelling is beautiful, just flows off the page like a river. I love the overall theme of communication and misunderstanding is represented and how one misunderstanding can change the course of our lives. K.L Small has definitely created a story that will resonate with readers and stick with us for days, months, even years after finishing it. It definitely pulls out some emotions while reading. I loved the connection between each of the characters and loved the growth between Penny and Steve as much as her growth with Megan.

I think I really gravitated to this book because of the beautiful cover, synopsis, and because I have a few pen pals myself. Getting to know someone via writing has a special quality to it and the art of letter writing seems to have disappeared due to technology. Hope this book sparks others to try their hand at pen pal-ing. This is a book I will recommend anytime someone asks me for a good heartwarming, tear-jerking story.
Profile Image for Heidi Sturgess.
1,085 reviews18 followers
October 8, 2025
Oh my goodness this book hit me hard but in a beautiful way if that makes sense 🤷‍♀️


Nina was a high school art teacher and now life has taken a different turn and with her being retired and with no family she moves into Shadow Oaks and I think she experienced what a lot of folk do at this stage of life , my heart aches for her and it really made me think of the elderly and what they go through but when a letter arrived she feels she nah have a purpose again…..

Megan is career driven and wants to climb the corporate ladder as high as she can but her life takes a turn when not only died her daughter get into trouble or at school but her boss rips the carpet out underneath her ..

Penny is lost and crying out , her relationship with her mom and stepfather is rocky at best and then she vandalises school property 🙈 there need to be consequences for her actions and she’s assigned community service and keys be honest the alternative is juvie do she needs to do her service to the beast of her ability and once I read this book I think it was the best thing that could’ve happened for everyone involved 🫶🏼

What started out as vandalism turned into something so meaningful , restoration , life lessons shared and learnt , people learnt of themselves and those around them , people found purpose and meaning .

I wonder if we applied the concept in real life how many lives we could change 🥰🤷‍♀️I feel so strongly about this that I’m going to mention it at our school , that children write letters as opposed to detention ….


A beautiful read that everyone should read at least once in their lifetime 🥰
661 reviews7 followers
October 8, 2025
This was an enjoyable story about three different people at different stages in their lives. Retired art teacher, Nina, has recently moved into a senior home. She has no family and second guesses her decision in doing so. She fears that she has lost her purpose for living. Then a mysterious letter appears. A successful businesswoman, Megan, is on track to get a promotion to Vice President of Marketing. In a stroke of what can only be bad luck she has a meeting with the high school principal about her daughter's troubles and then bad news from her boss. Last but not least we have Penny, aka Poison Pen. At 16 years old she has a rocky relationship woth her mother and stepfather. She is caught vandalizing the school mascot statue and is given two choices: a community service project or juvenile detention. And the rest as they say is history. As someone working with the elderly it warmed my heart seeing a resident get a letter. There are some people living in senior homes that never get a visit because like Nina they have no family, or in a lot of unfortunate cases their family puts them there and never visits. I enjoyed the lesson that everyone has a story. It also teaches that you never know what someone is going through. Just a simple hello can brighten someone's day.
Profile Image for Jennifer .
1,589 reviews38 followers
September 6, 2025
I was captivated from page one by this engaging story and its wonderful characters. Three women all at different stages in their lives, and facing their individual challenges are brought together through a letter. Successful businesswoman Megan is working hard to obtain a promotion, but is also having to deal with her rebellious teenage daughter Penny. Having been caught vandalising the school mascot statue Penny has to complete community service as her punishment.

The letter writing project involves writing to residents at Shadow Oaks Senior Home. Writing as ‘Poison Pen’ Penny’s letter is sent to retired art teacher Nina. I love that the art of letter writing brings these three women together, and that through the exchange of letters and a love of art their lives are transformed. I was fully immersed in this heartwarming story and felt engaged with the characters throughout. Nina, Megan and Penny are realistic and relatable characters whose developing bond really came across in the narrative.

This is a new author to me and I’m so pleased I picked up this book, and I recommend that you do as well!
83 reviews3 followers
October 8, 2025
Letters From Shadow Oaks by K.L. Small
5 Star Review
This book is an amazing combination of interchanging stories of three main characters. Penny, a troubled teen who has made some questionable choices. Kanina, a 74-year-old woman who is the recipient of Penny’s letters. And Penny’s Mom, who is struggling to control a teen she doesn’t understand , while learning how to deal with many challenges that are thrown her way. Can these three people help each other? Can art be the connection that they need to pull the three of them together?
I really enjoyed how the author used the community service project to for Penny to talk to someone. I like that they all have a common interest and that they all need each other, even when they don’t think that they do.
This book is written in a way that it is easy to read and hard to put down. K.L. Small has a unique ability to use one characters strengths to help the weaknesses of the others. The characters and life situations are creative, yet relatable for the reader. I was swept up in the book and would love to read something else by this author.
Profile Image for Elizabeth.
801 reviews7 followers
September 18, 2025
This is one of the best books I have read in a while, and as someone who reads 7-10 books a month, that is saying a lot. Letters from Shadow Oaks is well written and has good character development. The book is told from 3 points of view, each from a different generation. I thought that was pretty cool because we see the same thing happening from 2-3 perspectives. Each character is struggling with their own personal problem. Nina was forced into retirement and moved into a senior living center. She is struggling to find herself now that she is not a teacher and make new friends. Megan is laid off and struggling to find a job quickly and navigate through parenting a teen and younger child. Penny is a teen dealing with peer pressure and a struggling relationship with all 3 of her parents. I loved the ending and was worried it was going to end differently. I can’t wait to read more by this author, because she captivated me with this heartfelt story!
Profile Image for Trina.
104 reviews3 followers
September 30, 2025
Nina has no family so when she retires from her job as art teacher, she moves into Shadow Oaks Senior Home. When she receives a letter from someone she doesn’t know, she’s not sure if she should respond or not.
Penny, who calls herself “Poisoned Pen”, gets caught vandalizing the school mascot. Her punishment is community service. She must write letters to seniors at a senior home. However, she also must receive responses. What started out as a dreaded punishment has turned into something that Penny looks forward to daily.
Penny’s mom, Megan, just lost her job and she’s so worried she’s going to experience the same financial struggles as her mother. As she’s going through some old boxes, she finds sketches she made in high school and the encouraging notes her art teacher left on each one.
I really enjoyed this book and the connections between the 3 main characters. It is such a heartwarming story and can pull at your emotions. I would recommend this book!
52 reviews1 follower
October 7, 2025
This is a touching story about how actions and circumstances that seem unrelated can bring people together. First we meet Nina, a retired art teacher who is wondering what life will hold for her now that shoes has moved out of her apartment and into a senior living home. She receives a letter for Poison Pen, who, in real life, is Penny a 16 yr old who finds herself feel stuck, frustrated and angry with her mom and stepdad. Penny’s mom has frustrations of her own, not just with her daughter, but when her dream or corporate ladder climbing are ruined by a corporate merger and layoff. The reader finds themselves in the midst of 3 women at very different points in their lives all wondering where they fit, what the future holds and what to do about it. Definitely would recommend.
27 reviews4 followers
October 2, 2025
Letters from Shadow Oaks weaves a compelling narrative that proves the most profound connections can be forged from the most unlikely circumstances. Letters from Shadow Oaks is a character-driven novel that will appeal to readers who enjoy stories about family dynamics, redemption, and the enduring power of human connection. It’s a heartwarming and uplifting read that demonstrates how a single act, even a negative one, can set in motion a chain of events that ultimately leads to healing and transformation for everyone involved
2 reviews1 follower
July 30, 2025
This book tells a heartwarming story about three women—Nina, Megan, and Penny—each facing personal challenges and unexpected turns. Nina’s feeling lost in a retirement home, Megan’s juggling career stress and family drama, and Penny’s rebellious streak lands her in a life-changing community service gig. Their lives intersect through letters and a shared love of art. A warm reminder that staying connected to others is important.
3,025 reviews33 followers
September 9, 2025
This book is a fantastic story about three women who, for the most part, wouldn’t usually connect in the way they do and yet their lives are completely intertwined from a single letter. The story explores this cross-generational connection, delving into difficulties people can experience at all stages (and ages) and life. The character development throughout this book was incredible. All three women seems to grow so much as the story went on and found myself completely invested in all of them.
They overall story was really good. It was well written and helps provide a clear picture of everything that is happening. I could imagine the story being told with ease, which just helped pull me into it even more. This is a beautiful and touching book that I would highly recommend.
Profile Image for Finn Cunningham.
420 reviews8 followers
October 8, 2025
Letters From Shadows Oaks by K.L. Small is a beautiful multigenerational story, that is genuinely heartfelt and unique. This author did a beautiful job of blending the three narratives together, and I really enjoyed each perspective individually. The side characters are just as real and flushed out as the MC's, making this a rare treat of a book. I definitely recommend it, this is the kind of book you'll enjoy regardless of your preferred genre!
11 reviews1 follower
September 6, 2025
This is such an awesome book. I wasn’t sure what to expect from it, so was pleasantly surprised. Lots of feelings. 3 very different people, learning how to not just get along, but be happy, as their worlds change. KL Smalls did an amazing job with this book!
Profile Image for Laura Quinn.
61 reviews2 followers
October 5, 2025
Wow, what a powerful book! The author does such a great job bringing the characters to life and weaving a story that’s so hard to put down. I was so hooked. That’s the best thing an author can do—make you feel like you’re right there in the middle of it all.
Profile Image for Chell Conner.
64 reviews2 followers
October 8, 2025
Rebellion, success, and retirement. That’s what perfectly describes this book as three individuals connect in ways they never thought possible. It even helps them understand life of each other and gives them a different viewpoint.

5⭐️⭐️⭐️⭐️⭐️
Profile Image for Alexis Robbins.
67 reviews
October 9, 2025
As a pen pal and someone who loves writing and receiving letters, there is something so healing about this activity and I absolutely adored the way K. L. Smalls wrote an entire story and wove 3 seperate characters storylines into it.
The character relationship progression, as well as their individual journey progression, was fantastic. Even the base concept, brilliant.
I loved it, highly recommend!
Profile Image for P.J. Braley.
Author 4 books95 followers
September 3, 2025
Title: A fascinating story for women of all ages!

K. L. Small’s Letters from Shadow Oaks caught and held my attention from beginning to end – and was, in fact, incredibly hard to put down. Well-written and wonderfully detailed, Small's characters practically jump off the page. At first, we meet Nina, a retired art teacher with a romantic past, who has just moved into Shadow Oaks Senior Living Home. A fish out of water, Nina is shy and somewhat of an enigma to the cohabitants and staff at the facility. Next, there is Megan Hinson, recently remarried with a hard-won career of which she is justly proud, and lastly, we meet Penny, Megan’s sixteen-year-old daughter, around whom the story grows and revolves. Although each woman is dealing with her own set of difficulties, a common thread runs through their lives, bringing them together with a sense of harmony as they realize that life isn’t easy at any age and that learning to navigate the ways of love - past, present, and future - is more of an art than a skill.

502 reviews14 followers
October 7, 2025
K.L. Small’s Letters from Shadow Oaks is a touching and quietly powerful novel that explores the transformative power of connection, creativity, and second chances. Centered around an unlikely trio—a disillusioned teen, an overworked mother, and a lonely retiree—the story is a gentle reminder that sometimes the simplest acts, like writing a letter, can have the most profound impact.

The narrative opens with an act of rebellion: sixteen-year-old Penny, self-styled as Poison Pen, vandalizes her high school mascot. What begins as just another disciplinary issue becomes the catalyst for a unique community service project—writing letters to a resident at the nearby Shadow Oaks Senior Home. That recipient turns out to be Nina, a retired art teacher struggling with isolation and the fading sense that her life has meaning.

Through their letters, Nina and Penny form an unexpected bond—one that allows each of them to be seen, understood, and even challenged. Nina rediscovers purpose, Penny finds a voice for her anger and creativity, and Megan, Penny’s driven and overwhelmed mother, is forced to re-evaluate what success and connection truly mean.

The novel’s strength lies in its quiet emotional resonance. Small deftly juggles three very different perspectives without losing the thread that ties them together: the need to be heard and the healing potential of art and empathy. Each character feels real and flawed, making their growth feel earned and satisfying.

Though the premise might sound sweet on the surface, Letters from Shadow Oaks doesn’t shy away from deeper emotional territory—exploring themes like grief, generational disconnect, and self-worth with nuance and compassion. The writing style is clear and accessible, but emotionally rich, making it a quick read that lingers long after the final page.

Final Verdict:
Letters from Shadow Oaks is a heartwarming, character-driven novel that speaks to the power of intergenerational connection and the unexpected ways lives can intersect and heal. K.L. Small delivers a tender, hopeful story that will resonate with readers of all ages—especially anyone who’s ever felt like their voice didn’t matter, only to discover it did all along. A thoughtful, feel-good read with real emotional depth.
51 reviews1 follower
September 2, 2025
3.5 Stars rounded up to 4

Things aren't going as planned for Nina, Megan, or Penny, but for very different reasons. Nina has moved out of her home and is now living at Shadow Oaks Senior Home, and the move has her feeling lost and, when compared with all the other residents and their families, lonely. Megan's life has been derailed by the loss of her job. Afraid that this will lead her family down the road to the same poverty she faced as a child, Megan is determined to do anything she can to make sure that doesn’t happen. And finally, Penny, who is struggling with her relationship with her mom (Megan) and her step-dad, has found herself saddled with community service after being caught vandalising the school's polar bear mascot. The community service means she will have to write letters to residents at Shadows Oaks Senior Home. Writing as Poison Pen, she does just that; however, these letters lead to an unexpected connection.

This was a nice, heartfelt read, and would be perfect for anyone who likes character-driven, feel-good stories that deal with the realities of life and growing old, and the way the most unlikely things can connect us and draw us together. It was really interesting to read how art, a fundamental part of each of the main characters' lives, was explored and expressed, and how, in some cases, life overshadowed that passion. I did find some of the interactions between Megan and Penny frustrating to read, though I think it perfectly encapsulated the misunderstandings and clashes that can happen between a mother and a teenager. Both trying to be understood and heard, but both in a position where they are unable to hear and understand the other. I really enjoyed the scenes at Shadow Oaks, the characters there were loveable and adorable, I could have read a whole book of them, especially their little matchmaking vendetta to get Emily and Andy together. So sweet!!!

All in all, a nice read, full of warmth, that I would recommend to anyone who loves a book that delves into the complexities and realities of love, loss, and striving for your passion even when life seems to get in the way.
Profile Image for Angela.
7,696 reviews113 followers
September 6, 2025
4.5 Stars

Can an exchange of letters and love of art transform three lives?

Letters from Shadow Oaks by K.L. Small is a beautifully crafted and deeply moving story that explores themes of connection, purpose, and the transformative power of human relationships.
This may be a fictional story but is inspired by real people and situations- and knowing this fact definitely gave this story even more of a thought-provoking and heartwarming impact.
When a community service project turns into a life-changing situation …. We meet Nina, a retired art teacher who moves into Shadow Oaks Senior Home, grappling with feelings of fear, isolation, loneliness, and a loss of direction. What begins as a quiet retreat into her later years takes an unexpected turn when a mysterious letter draws her into a web of challenges – bringing connections that change her life. I don’t want to go into too much detail here and spoil the story for you – suffice to say that the story is even more touching than I anticipated from the blurb and is well worth the read.
K.L. Small’s writing is both tender and yet quite evocative - painting vivid portraits of her characters and their emotional outlooks. The story weaves together the lives of three women, linked by an act of vandalism, through an exchange of letters, showcasing how even the smallest gestures can ripple outward and create profound change. The storyline is brimming with compassion, optimism, and uplifting vibes - reminding us that it’s never too late to find purpose or to make a difference.
Letters from Shadow Oaks is a poignant tale that left me with a renewed sense of hope along with a reminder of the enduring power of kindness and connection. It’s a must-read for anyone who enjoys stories about personal growth, community, and the beauty of second chances.
Highly recommended!
Happy Reading…
Profile Image for Lucinda.
592 reviews10 followers
October 8, 2025
"Letters from Shadow Oaks" is a heartwarming narrative that intricately weaves the stories of three women, each at a different crossroads in life, as they embark on journeys of self-discovery and belonging.

Nina, a retired art teacher, has recently transitioned to a senior living facility after decades of nurturing creativity in others. As she navigates her new environment, she grapples with feelings of loneliness and uncertainty, yearning to rediscover her passion for art while seeking connections with fellow residents who understand her past and can share in her present.

Megan, a once-successful project manager, faces the daunting reality of redundancy after being laid off from a job that defined her identity. Struggling to cope with the sudden change, she experiences a whirlwind of emotions, from frustration to fear of the future. As she updates her resume and attends interviews, she must confront her self-worth and recalibrate her ambitions in a competitive job market that seems indifferent to her skills. As family dynamics shift, Megan embarks on a journey of introspection, seeking to understand herself better and strengthen familial bonds that she feels slipping away.

Penny, Megan's daughter, often feels like an outsider within her own family. In her late teens and navigating her own struggles with identity and belonging, she searches for ways to connect while dealing with her feelings of alienation.

Penny's act of vandalism results in her being assigned community service by her school principal, which involves writing letters to the residents of Shadow Oaks. Nina empathises with the troubled teenager and responds to her letter, creating a connection that Penny desperately needs.

The lives of all three women intersect at various points in their lives, ultimately coming together through a community project.
Profile Image for Heather Harmon *Wilcox*.
140 reviews16 followers
October 8, 2025
I just finished reading Letters from Shadow Oaks by K.L. Small, and I have to say it surprised me in the best way. I picked it up thinking it would be a light, maybe even predictable story, but it turned out to be much more heartfelt and thoughtful than I expected.

The story follows three women from very different walks of life: Nina, a retired art teacher living in a senior community; Megan, a working mom juggling her career and a teenage daughter; and Penny, that daughter, an angry, artistic teen who ends up doing community service after a vandalism stunt. What connects them is a letter-writing project, and it becomes this beautiful way for the characters (and readers) to explore forgiveness, purpose, and the ways we can impact each other's lives sometimes without even realizing it.

What really worked for me was how real the characters felt. Nina’s loneliness and desire to still be useful, Megan’s guilt and exhaustion, Penny’s frustration and search for identity—they all felt honest. I found myself rooting for all three of them, even when they made mistakes (and they definitely do).

The use of letters in the book gives it a reflective tone that I enjoyed, although at times it did slow the pace a little. But honestly, I didn’t mind. It gave me a chance to sit with each character’s emotions and really understand where they were coming from.

This isn’t a dramatic, twisty read; it’s a gentle, emotional one. If you like stories about human connection, intergenerational relationships, or the healing power of art and communication, this book will probably speak to you the way it did to me.

I’d recommend Letters from Shadow Oaks to anyone who enjoys contemporary fiction that leans into emotion, personal growth, and the quiet ways people help each other change. It’s not flashy, but it’s full of heart.
Profile Image for Kerry  carr.
1,898 reviews24 followers
October 2, 2025
This is a very moving story about three women who would normally not know if the others existence being brought together through letters. What is so beautiful about this story is that it goes into their lives showing us all the trials and problems that they go through and proves that even though their ages and generations are different we all have our struggles in life, they just change as we grow older. What was also beautiful is the character development of all the women. Over the course of the story they all seemed to grow and develop as they supported and advised each other.

Nina is a retired art teacher. When she moves into a retirement home she finds herself feeling isolated and lost as she fears she now has no purpose. She slowly starts to wondering what is left for her when a surprised letter arrives for her that changes her direction and gives her a reason and a purpose again.

Penny is a troubled teen, who has angst with her mother and step father. After she is caught vandalising school property she is given a choice. Write a letter or go into juvenile detention. She didn't know that the letter she would write would not only change her life but also her mum's.

I don't want to give too much aware because this is a beautiful story which you have to read to fully appreciate. The authors attention to detail really brings each of the characters to life and their personalities come alive, so do their troubles and struggles. I really enjoyed this story.
66 reviews2 followers
June 23, 2025
⭐️⭐️⭐️⭐️⭐️ A Heartfelt Story Full of Connection, Growth, and Just the Right Touch of Magic

Letters from Shadow Oaks is a beautifully written, emotionally rich story that weaves together the lives of three very different characters in a way that feels both genuine and uplifting. K. L. Small has a gift for creating relatable, flawed, and deeply human characters.

Nina’s quiet loneliness, Megan’s overwhelming ambition, and Penny’s teenage rebellion are all portrayed with honesty and depth. The unlikely bond that forms through a simple letter-writing project is not only touching, it’s transformative. As their stories unfold, you're pulled into a tale that’s equal parts heartwarming and thought-provoking, with subtle themes of redemption, understanding, and second chances.

Small’s love for art and connection shines through every chapter. Whether you’re young or young at heart, this book reminds us all that it’s never too late to find purpose and never too early to start changing.

Highly recommended for fans of contemporary fiction with heart and a dash of whimsy!
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366 reviews
September 12, 2025
Wow... Just wow... I was blown away by this amazing book. The connection that the author does between reader and characters is just simply amazing. This was one of those cozy up with a blanket and a warm drink and read kind of books. Being a mom I really connected with Megan being a working mom and a headstrong daughter. She connected with me down to an emotional level. I understood not wanting to make financial sacrifices, or sacrificing time with family just to make money and life a little easier. I loved Nina. Nina is the grandmother that just makes you feel all warm and fuzzy and never want to leave her side. I laughed with Penny because she reminded me of myself at her age. Trying to find her place and end up being taken advantage by her people who she thought was her friends. The communication and character growth between parents and daughter and Nina herself with Penny was phenomenal and beautifully well done. This book is for sure going to have a physical copy on my bookshelf and not just ebook format on my phone.
1,871 reviews24 followers
September 15, 2025
Letters from Shadow Oaks by K. L. Small. This is the wonderful story of 3 women/young women who are all at a crossroads in life. First we have Nina who is a retired art teacher who has recently moved into an assisted living facility. She is left wondering if she it at the end of her life and doesn't have a joy for anything she used to especially art. Then we have Megan who is a middle age women with a great career, a loving second husband and 2 daughters. The main stress Megan has is her oldest daughter and her husband are constantly fighting leaving Megan in the middle. Lastly we have Penny who is a troubled teenager who is constantly fighting with her step dad and she feels like her mother doesn't listen to anything she has to say. When Penny acts out in a not so great way there is a price to pay. She is told she has to reach out to someone in the local assisted living center by letter and a friendship is born between Nina and Penny. This is such a heart felt story. I couldn't put it down!
252 reviews5 followers
September 29, 2025
As a teacher myself, Letters From Shadow Oaks really pulled at my heart strings. Nina, a retired high school art teacher, moves into Shadow Oaks Senior Home and quickly realizes how truly alone she is. An unexpected connection with Penny, a high school girl tasked with letter-writing for community service, gives Nina a renewed purpose and spark. Nina and Penny's connection is raw and deep and amazingly realistic. Also added into the equation is Megan, Penny's mother and former student of Nina. K. L. Small uses her wonderfully descriptive writing to capture the unique correspondence between the two. Despite the age difference between the women, an unbreakable bond is formed. I loved how Nina remembers so many of her former students in the book. Her passion for teaching and love for her students is clearly felt by the reader. I found myself forming attachments to each of the three women based on their role in the book; a teacher, a mother, and a daughter. What a wonderful piece of literary fiction by K. L. Small.
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