Dunedin Homes with Trees/Woods View

Dunedin Homes with Trees/Woods View

Welcome to Dunedin, Florida—a charming coastal city nestled in the heart of Pinellas County. Known for its picturesque landscapes and vibrant community, Dunedin offers a delightful blend of small-town charm and modern amenities. With stunning waterfront views, lush parks, and a rich cultural scene, it’s no wonder that residents fall in love with this hidden gem on the Gulf Coast.

One of the most captivating features of Dunedin is its abundance of homes that boast serene views of trees and wooded areas. Imagine waking up each morning to the gentle rustle of leaves and the soft chirping of birds, all from the comfort of your own home. These properties provide a peaceful retreat from the hustle and bustle of daily life, allowing you to connect with nature right outside your window. Whether you’re sipping your morning coffee on the patio or enjoying a cozy evening by the fireplace, the tranquil ambiance of a wooded view enhances your living experience.

Dunedin is also home to a variety of outdoor activities, from scenic bike trails to stunning beaches, making it an ideal location for nature lovers. Explore the nearby Honeymoon Island State Park or take a leisurely stroll along the charming downtown area, filled with unique shops and delightful eateries. With its friendly atmosphere and strong sense of community, Dunedin is not just a place to live; it's a place to thrive.

If you're looking for a home that combines comfort, nature, and community spirit, Dunedin’s tree-lined properties are waiting to welcome you. Experience the beauty and tranquility of this enchanting city today!

Newest Dunedin Homes with Trees/Woods View

1725 San Mateo Drive, Dunedin
$499,000
2 Beds ⋅ 3 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
Welcome to 1725 San Mateo Drive, where timeless character, extensive updates, incredible outdoor living, and one of Dunedin’s most desirable locations come together! This charming 2-bedroom, 3-full-bath home with a one car garage is filled with personality and is perfectly positioned near Hammock Park, the Pinellas Trail, waterfront parks, Downtown Dunedin, and Honeymoon Island. From the moment you arrive, you’ll fall in love with the beautiful landscaping, adorable covered front porch, and inviting curb appeal. Step inside to discover original hardwood floors, charming arched openings, and a beautiful bay window that fills the home with natural light. These special architectural details give the home a warmth and character that simply can’t be recreated. Even better, this home combines its original charm with significant improvements throughout. Major updates include a 2022 roof, 2022 electrical updates, 2024 plumbing updates, 2021 HVAC system, 2017 water heater, 2026 insulation, and air ducts and vents updated in 2025—giving you the character of an established Dunedin home with many important improvements already completed. The kitchen opens directly to the large screened-in lanai, creating a seamless connection between the indoor and outdoor living spaces. Whether you’re enjoying morning coffee, hosting friends and family, or relaxing after a day at the beach, this expansive covered space is perfect for enjoying Florida living year-round. The primary bedroom features its own private bathroom as well as sliding glass doors leading directly to the beautiful deck and backyard. And what a backyard it is! Spacious, lush, and surrounded by mature landscaping, this outdoor retreat offers an incredible amount of room for entertaining, gardening, pets, outdoor dining, or simply relaxing beneath the Florida sunshine. Between the screened lanai, deck, front porch, and expansive yard, there are so many places to enjoy the outdoors. There is also an irrigation system! With two bedrooms and three full bathrooms, the floor plan offers flexibility and convenience rarely found in a home of this size. The location is truly exceptional. Hammock Park is just steps away, offering beautiful trails and natural surroundings, while the Pinellas Trail and waterfront parks are also nearby. Grab your bike or golf cart and head to Downtown Dunedin for locally owned restaurants, breweries, boutiques, festivals, farmers markets, and waterfront sunsets. When it’s time for the beach, Honeymoon Island is only about five minutes away! Adding even more peace of mind, the home experienced no water intrusion or storm damage during the recent hurricanes. With original hardwood floors, architectural charm, extensive updates, gorgeous outdoor living spaces, a spectacular backyard, and an unbeatable Dunedin location, 1725 San Mateo Drive offers the perfect combination of Old Florida character and the Dunedin lifestyle everyone loves.

1725 San Mateo Drive, Dunedin

1553 River Dee Lane, Dunedin
$1,369,900
4 Beds ⋅ 4 Baths ⋅ Aberdeen Oaks Sub SubDv. ⋅ 34698 Zip Code
Located in Aberdeen Oaks, an intimate gated community of just 20 homes, this upgraded 2019 David Weekley Boulevard offers the rare combination of newer single-story living, an exceptionally functional floor plan and a premium cul-de-sac setting. Situated on one of the community’s original premium homesites, the home features 4 bedrooms, 3.5 baths, a 3-car garage and a tile roof. Ten-foot ceilings, 8-foot interior doors and generous windows give the interior an airy sense of scale and natural light. The expansive great room brings the kitchen, dining and living spaces together in a layout that works equally well for everyday living and entertaining. A massive quartz-topped island anchors the kitchen, complemented by abundant cabinetry, gas cooking, an upgraded LG Signature refrigerator and a separate dry bar with beverage refrigerator. Tray ceilings in the dining area, crown and chair molding, plantation shutters, custom built-ins, a fireplace and thoughtfully added lighting bring warmth and architectural character throughout. What truly sets the home apart is a floor plan that adapts beautifully over time. Beyond the great room, a separate wing offers two bedrooms, a full bath and its own retreat/living area, creating exceptional flexibility for guests, multigenerational living, a media or game room, hobby space or simply a second place to relax. A separate fourth bedroom with its own full bath provides another private space for guests or extended stays, while a dedicated study offers a quiet work-from-home option. The primary suite is equally well considered, with a tray ceiling accented by beams and a separate sitting area that can serve as an office, reading lounge or fitness space. The bath offers a soaking tub and separate glass-enclosed shower, while the professionally designed custom walk-in closet provides exceptional storage and organization. Since purchasing the home, the owners have invested more than $70,000 in post-construction enhancements, adding both style and everyday function throughout. A whole-house natural-gas generator, EV charger, water softener, additional fencing and other carefully selected improvements complement the extensive interior upgrades already in place. A dramatic 12-foot, three-panel sliding door opens the great room to the covered lanai, creating an easy connection between indoor and outdoor living. The fully fenced backyard offers generous lawn space and room for a future pool, with substantial separation from the residence beyond the rear fence creating a wonderfully private feel. The lanai is already pre-plumbed for an outdoor kitchen with gas available, while reclaimed-water irrigation adds convenience. Hurricane shutters, attic storage, a gas connection for the dryer and a Flood Zone X location add even more practical appeal. Then there is the lifestyle: take the golf cart into Downtown Dunedin for dinner, meet friends for a drink, browse the shops, enjoy the waterfront, then return home to the quiet of your gated cul-de-sac. It is a rare combination of space, flexibility and the amenities of a newer home, all without giving up the distinctive Dunedin lifestyle that makes this location so appealing. Come experience a home that gives you the space to live beautifully and the location to enjoy Dunedin at its best.

1553 River Dee Lane, Dunedin

433 S Paula Drive Unit 21, Dunedin
$359,000
2 Beds ⋅ 3 Baths ⋅ South Paula Point Condo SubDv. ⋅ 34698 Zip Code
Just steps from the water and moments from everything you love about Dunedin, this beautifully updated 2-bedroom, 2.5-bath townhome style condo in South Paula Point is the kind of place that makes you want to stay awhile. Inside, every detail has been beautifully remodeled. The showstopping kitchen features crisp white shaker cabinetry, elegant marble countertops with a matching full-height backsplash, stainless steel appliances, and a custom two-tone island topped with a warm butcher block. Open to the living area, it’s made for morning coffee, effortless entertaining, and everything in between. Wide-plank wood-look flooring flows throughout the main level, leading to a charming shiplap accent wall with a built-in electric fireplace. Upstairs, both spacious bedrooms offer their own private en-suite bathrooms perfect for guests, roommates, or simply having a little extra privacy. And step onto your balcony, and the view tells its own story. Take in beautiful water views while watching boats drift by, sunsets paint the sky, and if you’re lucky…manatees playing in the water below. It’s the kind of everyday moment that never really gets old. And then there’s the life style. Located along the Dunedin Causeway, you’re just minutes from the white-sand beaches and natural beauty of Honeymoon Island State Park, where Gulf sunsets, coastal wildlife, nature trails, shelling, and endless blue-water views become part of your everyday life. From there, explore the untouched beauty of nearby Caladesi Island by ferry, kayak, or boat. When you’re ready for dinner, shopping, golf, or a night out, Downtown Dunedin is just minutes away, with charming boutiques, local restaurants, breweries, galleries, and that unmistakable coastal atmosphere. Back home, enjoy the easy waterfront lifestyle of South Paula Point with a sparkling pool, sundeck, and shuffleboard all just steps from the water.

433 S Paula Drive Unit 21, Dunedin

1428 Summer Isle Court, Dunedin
$345,000
2 Beds ⋅ 2 Baths ⋅ Scotsdale Cluster Condo SubDv. ⋅ 34698 Zip Code
Discover the charm of Dunedin living in this inviting two-bedroom, two-bath end-unit and partially furnished condo in the desirable 55+ Scotsdale cluster homes. With a spacious open layout, it offers formal living and dining areas, an eat-in granite countertop kitchen with pass-through, a master suite with private bath and walk-in closet, a generous second bedroom, a full hallway bath and even a cozy enclosed Florida room with climate control that overlooks the serene backyard. The one-car garage includes a workbench, a pull-down ladder leading to overhead storage, My-Q Wi-Fi opener and a laundry area with a newer washer and dryer. This villa lives like a stand-alone home, yet is just steps from the pool, clubhouse, and all the amenities Scotsdale presents. Tucked next to a scenic nature reserve park with a one-mile paved walking loop, pond views, picnic spots, and a playground, the community offers two sparkling pools (one heated), pickleball courts, shuffleboard, and a fully equipped recreation center hosting social events all year long. The low monthly HOA includes reverse osmosis water, sewer, trash, exterior building and grounds maintenance, and even cable TV paired with high-speed internet service. Shaded by lush landscaping and majestic oaks, it’s a peaceful retreat that’s only a short drive to Historic Downtown Dunedin’s shops, restaurants, the Pinellas Trail, medical facilities, gorgeous Pinellas beaches, and a straight shot to Tampa. The driveway leading to the garage is extra-long and offers ample parking and the backyard even has a private, exclusive-use flower bed area. Situated on one of the county’s highest points, this villa sits safely outside both flood zones and evacuation areas. This unit is competitively priced, so be sure to see it soon!

1428 Summer Isle Court, Dunedin

2529 Indigo Drive, Dunedin
$645,000
4 Beds ⋅ 2 Baths ⋅ Barrington Hills SubDv. ⋅ 34698 Zip Code
Come and look at this gorgeous remodeled four bedrooms two bathrooms, almost 2000 square feet single family home located in unincorporated Dunedin Florida. This home has been meticulously maintained and remodeled throughout the years. This house boasts a new roof in 2025 and most of the windows are impact or double pane tempered (2016 windows replacement permit in public records). When you are about to enter, you will notice right away that you are looking at something special, you will be welcomed by a screened-in large front porch for privacy, and inside you will walk through a formal entry corridor that opens up directly to the main living area. The main living room has been set up by the current owner, with a large couch and TV area with views to the pool area, with a sitting area by the firepla & 2 sofas, and finally with a large dining table that can sit eight guests & more. Please notice the vaulted ceilings that will give you plenty of space to enjoy your day! You will not certainly feel constricted. This house is full of light and feels very spacious with its high ceilings. From the living room you will notice an large opening that leads you into a semi-separate area with the house kitchen, with its solid wood cabinets and granite countertops and a large eating space that could also be used as a secondary family room. This connects to the private in-house laundry room and the two car garage. On the opposite side of the house, the large primary bedroom is located on the pool side and its en-suite bath has been remodeled with a mid-century modern twist, then there are the three guest bedrooms and the guest bath with its two new vanities. There are wood floors throughout the living room and two bedrooms, then matching laminate floor in one bedroom and tiles in the fourth bedroom, while the kitchen and the family room have neutral tiles floors. Last but not least, the house boasts a very large caged-in pool, with access to the incredible backyard that gives you amazing views of a large untouched wooded area owned by the City of Dunedin. There is a small creek in the back called Jerry Branch that is a small natural tributary to Curlew creek and serves its purpose as a storm water drainage canal for the neighborhood, so you do not have to worry! If you look at the flood map, all the house is located in a X500 zone, that is not a flood area, but the rest of the backyard is in a flood zone AE, therefore if you have a lender they will require flood insurance. When the current owner bought it, they did have to bind flood insurance as well but it was minimal at the time, I can provide more information upon request. The house did not flood during hurricane Helene. This property has a well and a connected irrigation system! Barrington Hills in Dunedin is conveniently located near Countryside Mall (1.7 miles away) and all its shopping venues and also not far from Downtown Dunedin (2.9 miles) with all its Restaurants and charm, Tampa International Airport is 18 miles away.

2529 Indigo Drive, Dunedin

2700 Bayshore Boulevard Unit 11202, Dunedin
$430,000
2 Beds ⋅ 2 Baths ⋅ Mediterranean Manors SubDv. ⋅ 34698 Zip Code
Gorgeous WATERVIEWS complete with dolphins, sunsets and aquatic life awaits you from one of Dunedin’s finest waterfront communities! This spacious 2 bedroom, 2 full bath private unit features a remodeled kitchen with granite counter tops, newer cabinets, recessed lighting and stainless-steel appliances. Enjoy your coffee/tea in the morning from your 37 ft covered balcony accessible by the living room and both bedrooms. This split bedroom plan has tile floors in the kitchen, Dining room and guest bedroom, neutral carpet in the primary bedroom and living room. The primary bedroom is complete with a large walk-in closet, newer vanity &. countertop. Bldg 11 has a security keyed elevator and is conveniently located on the waterfront park close to the clubhouse and kayak rack. The sellers are offering furnished for your convenience. The community is located with direct access to the Gulf of Mexico with a private waterfront park, small beach, large heated pool, grilling area and kayak storage. Just steps to restaurants, shopping, golf course, Jolley Trolley, numerous marinas, Pinellas Trail and world-famous Honeymoon & Caladesi Islands voted the # 1 beach in the nation. Amenities also include 2 clubhouses, tennis, bocce, pickle ball & shuffleboard courts, fitness room, library, Cable TV, Internet and more. Walk or bike the Pinellas Trail across the street to quaint downtown Ozona or Dunedin with all its festivals, restaurants, and shops. All ages welcome and 1 cat allowed sorry no dogs.

2700 Bayshore Boulevard Unit 11202, Dunedin

1956 Cedar Drive, Dunedin
$1,240,000
3 Beds ⋅ 3 Baths ⋅ Dunedin Shores Sub SubDv. ⋅ 34698 Zip Code
Virtually Staged. One or more photo(s)is Virtually staged .Experience the Waterview Luxury Coastal Living in this exceptional brand-new custom-built elevated home in the heart of Dunedin! Designed with outstanding craftsmanship and modern elegance, this 3-bedroom, 2.5-bath luxury estates corner lot, offers peace of mind with elevated construction, impact-rated energy-efficient, Hurricane Windows & Doors with self-cleaning technology and a durable lifetime-warranty Metal roof. The home has never experienced any flooding or damages during recent hurricanes .The spacious open-concept floor plan features 10-foot ceilings, abundant natural light, luxury finishes, and seamless indoor-outdoor living. You will love the open floor plan surrounded by the multiple windows, California style that led through the sliding door to the paradise balcony with Waterview from the Gulf. The gourmet chef's kitchen is beautifully appointed with premium cabinets, granite countertops, a large center island wrapped in natural stone, a walk-in pantry, high-end SS appliances, sparkling backsplash, glass range hood and double convection oven and spacious area for gathering. The oversized garage accommodates up to four vehicles and offers additional flex space perfect for a home gym, workshop, or man cave. Two separate driveways provide PARKING for up to 10 (TEN)CARS, with space for an RV or Boat. The expansive backyard has already been designed and approved for swimming pool and outdoor shower, allowing the next owner to easily create a private backyard retreat. Relax on the first floor, second-floor balcony with beautiful water views or enjoy even more spectacular panoramic water views from the third floor. The luxurious primary suite features a spacious walk-in closet and a spa-inspired bathroom with dual vanities, a large walk-in shower, and a premium smart bidet toilet with a heated seat (value of $2800), custom designer windows shades are installed throughout the home, enhancing both style and energy efficiency. THE HOUSE IS BUILT TO ADD THE ELEVATOR, laundry room includes New SS Washer / Dryer, and additional cabinets for extra storage and convenience. Built with exceptional quality from top to bottom, this luxury residence showcases elegant GLASS RAILING along the balconies and stairways, premium materials, and energy-efficient construction throughout. The elevated architectural design offers peace of mind, while the backyard has already been planned for a future pool (POOL PLAN AND DESIGN HAS BEEN APPROVED FROM THE CITY THE PURCHASE, PRICE INCLUDES A POOL ALLOWANCE UP TO $50,000 and IS DESIGNED TO ADD ELEVATOR, AND IS PROJECTED TO ADD ONE, see MLS attachment) with a designated outdoor shower area, every detail has been thoughtfully designed to deliver luxury, and comfortable Florida living. Floor plans, Survey, and construction documents are available, and all the permits are closed successfully. Ideally located just minutes from vibrant Downtown Dunedin, the Marina, Pinellas Trail, Honeymoon & Caladesi Island, Golf Courses, Waterfront Parks, Restaurants, Breweries, shopping, and the Gulf beaches, this property offers the perfect combination of luxury, privacy, and the Florida coastal lifestyle. Green energy efficient estate, with every perfection-built detail has low homeowner insurance and utilities. NO HOA, NO CDD, FLOOR PLAN AVAILABLE & SURVEY. IT FEATURES a BIG LOT of 11,600 sf, enough to add the second addition, either a separate apartment or income producing property.

1956 Cedar Drive, Dunedin

1420 Bayshore Boulevard Unit 206, Dunedin
$199,999
1 Baths ⋅ Royal Yacht Club North Condo SubDv. ⋅ 34698 Zip Code
Looking for a turnkey short-term rental with built-in income potential, or your own slice of the Dunedin waterfront lifestyle? This condo-hotel unit at Beso Del Sol is exactly the ticket. Tucked right next to the elevators — meaning you're steps from the pool deck and amenities every single time — this is a resort condo designed from the ground up to work for you. Here's the part investors love: this unit is a legally recognized resort condominium, which means it's built to rent. There's no minimum stay restriction beyond a single night, so you can capture nightly, weekly, or seasonal guests without the caps that slow down a lot of other condo-hotel investments. Prefer a hands-off approach? The community has an established Rental Company and on-site rental program office ready to manage bookings for you. Want more control? Self-manage and keep more of the upside. Either way, you're not choosing between "investment" and "vacation home" — you get both. Boat slips for rent. The resort itself is set up to keep guests around and coming back: an indoor pool, poolside and beachside concession areas, indoor and outdoor bars, an on-site restaurant, a gameroom, and dock/marina access. There's also a free on-site laundry facility — a small detail that guests and owners both appreciate. Your HOA dues already cover water, sewer, bulk cable TV, and common-area electric — one less thing for you or your property manager to juggle month to month. Then there's Dunedin itself — the real reason renters keep coming back year after year. This is one of the most walkable, golf-cart-friendly towns on Florida's Gulf Coast, with a downtown built for wandering: craft breweries, waterfront restaurants, boutique shopping, and a packed calendar of festivals and live music almost every weekend. Hop on the Pinellas Trail right from town for 28+ miles of biking and walking, or take a short ride to Honeymoon Island State Park and the ferry over to Caladesi Island — regularly ranked among the top beaches in the country. Add in easy access to the marina and waterfront, and you've got a location that pulls tourists, snowbirds, and weekend visitors consistently, all year long — exactly the kind of steady demand that keeps a short-term rental calendar full. Whether you're chasing strong occupancy numbers, want a low-maintenance beach getaway you can rent out when you're not using it, or you're simply ready to own a piece of one of the Gulf Coast's most in-demand small towns, this Beso Del Sol unit checks every box. Properties like this in Dunedin don't sit long — schedule your showing today before someone else claims this one.

1420 Bayshore Boulevard Unit 206, Dunedin

2285 Watrous Drive, Dunedin
$949,000
3 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34698 Zip Code
RARE CHANCE to own a beautiful pool home DIRECTLY OVERLOOKING the $6M restored DUNEDIN GOLF COURSE, offering one of its best vistas. The home features large sliding doors opening the house for Al FRESCO living. The lanai offers ample space for entertaining or enjoying your private retreat. With a new pool cage, pump, and filter…RELAX with the oak trees, rolling greens and GULF BREEZE. Layout highlights the golf course views and open-floor plan preserves the integrity of each designated space. GOURMET KITCHEN features custom Amish cabinetry, a large island with quartz countertops, and eat-in area. Cabinets offer deep drawer storage, pull-out shelves, glass doors, and decorative lighting. A separate DINING ROOM seats 12 with space for a buffet and hutch. Bathrooms- fully remodeled with new tile, glass doors, fixtures, and built-in storage. Bedrooms have generous windows and closets. The 2.5-car garage with workbench, cabinetry and built-in ceiling storage has plenty of room for equipment and additional refrigeration. MAJOR UPDATES- new roof, water heater, washer/dryer, water softener/RO system, windows, hardwood flooring, electrical upgrade, add’l outlets and light dimming, solid core doors, garage door opener, and much more! Recent 4 Pt Inspection confirms 2011 HVAC is in good working order. What I love about this TURNKEY home: sea breeze, natural light, built-in storage, low maintenance, irrigation system, voluntary HOA, and NO FLOOD INSURANCE. The quiet, neighborhood has mature trees, a lake, and a park. This home has been well-maintained over the years, and updates include quality materials. Just minutes from charming downtown Dunedin and 1 mile from the Gulf. Neighborhood provides direct access to the Pinellas Trail; ride to the Dunedin Causeway, Honeymoon Island and Caladesi State Park. Dunedin is also a golf cart community. DON’T MISS OUT- Own one of a select few homes on the golf course, near the gulf!

2285 Watrous Drive, Dunedin

100 Glennes Lane Unit 204, Dunedin
$148,000
2 Beds ⋅ 2 Baths ⋅ Douglas Arms SubDv. ⋅ 34698 Zip Code
Welcome to this charming 2-bedroom, 2-bathroom condo in the heart of vibrant Dunedin! Located just minutes from the quaint shops, restaurants, breweries, and waterfront parks of downtown Dunedin, this second-floor residence in the desirable 55+ Douglas Arms community offers the relaxed Florida lifestyle you've been dreaming of. Enjoy beautifully maintained grounds, a heated community pool, and an active clubhouse where neighbors gather for cards, crafts, and social events. Start your mornings with coffee in the bright Florida room, an ideal space for relaxing, reading, entertaining guests, or simply enjoying the Florida sunshine. Inside, you'll find a spacious and functional floor plan featuring open living and dining areas that create a warm and inviting atmosphere. The split-bedroom layout offers privacy and comfort, making it perfect for both full-time residents and seasonal snowbirds. Convenient laundry facilities are located nearby, adding to the ease of everyday living. Douglas Arms is a well-maintained, peaceful community with a no-pet and no-rental policy, helping preserve its quiet residential atmosphere. Douglas Arms is a no-pet, no-rental community If you're looking for an affordable opportunity to enjoy all that Dunedin lifestyle, from the world-famous Pinellas Trail to nearby beaches and year-round events, this condo is a must-see. Schedule your showing today and discover your new Florida home!

100 Glennes Lane Unit 204, Dunedin

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