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Homes for Sale near Trinity Preparatory School

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  • /2

    $658,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,560 Sq Ft

    2620 Cavanaugh Dr, Orlando, FL 32817

    Under Construction. Experience refined living in the stunning Newcastle - our only floorplan offering a 1st floor Guest Suite with ensuite Bath and walk-in Closet - perfect for multi-gen living! This exceptional home showcases 9'4" first-floor ceilings and a bright open-concept layout designed for both comfort and style, offering a total of 5 bedrooms and 3.5 baths, including a convenient

    Stephen Wood RISEWELL HOMES FLORIDA LLC

    2620 Cavanaugh Dr, Orlando, FL 32817
  • /34

    $1,475,000

    • 4 Beds
    • 3.5 Baths
    • 2,509 Sq Ft

    2454 Brookshire Ave, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Would you move TOMORROW! Welcome to this aesthetic custom luxury home in an unbeatable Winter Park location.From the moment you arrive, the custom landscaping and automated lighting make a statement, day or night.At the center of the home, the chef's kitchen is both a showpiece and a performance space. A commanding 48-inch Z-Line gas range with 8

    Norma Gonsalves COLDWELL BANKER REALTY

    2454 Brookshire Ave, Winter Park, FL 32792
  • /33

    $159,900

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    2550 N Alafaya Trail Unit 6304, Orlando, FL 32826

    ADORABLE - Condo with a Pond AND FISHING ON THE PREMISES. Prime Location Near UCF! Welcome to the highly desirable Waterford Landing community. This beautifully maintained unit features a wood-burning fireplace, and an open layout with French doors leading to a private balcony. The updated kitchen offers 42” cabinets, granite counters, stainless steel appliances, and a breakfast bar. The spacious

    Marie Evans RE/MAX PREMIER REALTY

    2550 N Alafaya Trail Unit 6304, Orlando, FL 32826
  • /23

    $150,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    302 Lewfield Cir Unit 302, Winter Park, FL 32792

    Perfectly positioned in the heart of Winter Park, this inviting one-bedroom, one-bath residence offers effortless living in one of Central Florida’s most desirable locations. The thoughtfully designed interior opens to a second-story private balcony, creating a quiet space to unwind or enjoy morning coffee. Natural light fills the home, while the layout provides comfort, functionality, and easy

    Heather Spirazza REGENCY REAL ESTATE LLC

    302 Lewfield Cir Unit 302, Winter Park, FL 32792
  • /48

    $560,000

    • 4 Beds
    • 3 Baths
    • 1,857 Sq Ft

    2570 Derbyshire Rd, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to 2570 Derbyshire Blvd, a fully transformed 4-bedroom, 3-bathroom Maitland pool home where modern design meets effortless Florida living. This top-to-bottom renovation delivers both style and tranquility, featuring a brand-new 2026 roof, all-new windows, and a newly refinished pool. Inside, the heart of the home is the stunning designer

    Nelson Folchini WRA BUSINESS & REAL ESTATE

    2570 Derbyshire Rd, Maitland, FL 32751
  • /25

    $89,000

    • 1 Bed
    • 1 Bath

    7309 Daniel Webster Dr Unit 2B, Winter Park, FL 32792

    Remodeled 1-bedroom, 1-bathroom condo in Winter Park, FL. Newly installed A/C ensures year-round comfort. Located in a tranquil complex with amenities including a tennis court, pool house, laundry room, and clubhouse. unit has a washer and dryer hookup, ideal for investors and owner users with no pet or long term rental restrictions. Conveniently located near shopping centers and various dining

    Robert Castro RE/MAX - City Centre Realty

    7309 Daniel Webster Dr Unit 2B, Winter Park, FL 32792
  • /24

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,881 Sq Ft

    1307 Ortega St, Winter Springs, FL 32708

    A home with its very own private oasis. This home boasts a 2019 AC UNIT and a 2021 ROOF REPLACEMENT. Enjoy the simple living that Seminole County offers. An updated kitchen centers the floorplan of 1307 Ortega St with an adjoining living room, dining room, and fully enclosed Florida room with attractive cedar plank built in storage. The true showstopper of the home sits in the backyard. A

    James Evans CENTURY 21 ALTON CLARK

    1307 Ortega St, Winter Springs, FL 32708
  • /33

    $689,000

    • 4 Beds
    • 4 Baths
    • 2,898 Sq Ft

    4880 Echo Ct, Oviedo, FL 32765

    Located on a corner homesite this inviting ENERGY STAR Certified home features 4 Bedrooms, 4 Baths, LOFT, Covered Lanai and a 3-Car Garage. The spacious foyer welcomes guests and leads to the formal dining area which is great for hosting special occasions with loved ones. A chef-inspired kitchen is open to a casual breakfast area & great room and features 42" light cabinets w/crown molding,

    Carl Yang SUNSHINE GROUP USA, INC

    4880 Echo Ct, Oviedo, FL 32765
  • /20

    $270,000

    • 2 Beds
    • 2 Baths
    • 858 Sq Ft

    9910 Burl Way, Orlando, FL 32817

    UCF Investment Opportunity – No HOA – High Rental Potential Great opportunity to own a 2-bedroom property in the heart of East Orlando, just minutes from University of Central Florida, shopping, dining, and major highways. This home offers strong investment potential with NO HOA restrictions, making it ideal for long-term rental, student housing, or a first-time homebuyer looking to build equity.

    Angel Sepulveda LPT REALTY, LLC

    9910 Burl Way, Orlando, FL 32817
  • /30

    $569,900

    • 3 Beds
    • 2 Baths
    • 2,363 Sq Ft

    2277 Nectar Way, Oviedo, FL 32765

    A great place to call home in popular Tuska Ridge. This home features a split floor plan offering flexible family living with a separate bonus office/bedroom for those who work remotely. Adding your personal touch will be easy with its fresh neutral pallet, custom shutters and barn doors. The kitchen features a center island and all SS appliances with easy flow to the screen patio for summer BBQ

    Kim Carthen CARTHEN REALTY INC

    2277 Nectar Way, Oviedo, FL 32765
  • /70

    $1,695,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 4,026 Sq Ft

    4416 Twinview Ln, Orlando, FL 32814

    Positioned on one of Baldwin Park’s desired streets, this impressive estate delivers over 4,000 square feet of intentional design, elevated finishes and undeniable presence. Inside, sophistication reigns with four oversized bedrooms, 3.5 designer baths, a private executive office, bonus loft, and a two-car oversized garage built for collectors and convenience alike. From moment you arrive, the

    JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

    4416 Twinview Ln, Orlando, FL 32814
  • /18

    $65,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    780 Princess Palm Place Unit 517, Oviedo, FL 32765

    Welcome home to this coastal themed retreat nestled in Palm Valley. The 55+ Community with the small town charm near big city convenience. Step inside to discover beautiful new flooring, updated stainless steel appliances, new HVAC system (2025), an abundance of natural light, and fresh paint throughout. New roof installed in 2020, new metal shed in 2023 and more improvements you need to come and

    Patrick Crocetta Hometown America, a Manufactured Home Dealer

    780 Princess Palm Place Unit 517, Oviedo, FL 32765
  • /56

    $520,000

    • 4 Beds
    • 2 Baths
    • 2,092 Sq Ft

    2217 Sussex Rd, Winter Park, FL 32792

    PRICE REDUCED!!! 4 BEDROOMS with OFFICE POOL HOME. MOTIVATED SELLERS. MOVE IN READY! THIS HOME WILL NOT LAST! COME, SEE AND BRING YOUR OFFERS TODAY!This home boasts a large open concept as you walk in from the front door. Tons of natural lighting. Kitchen equipped with modern appliances, granite counter tops, and lots of cabinets for storage. Woodburning fireplace. Pool view from the

    Thess Hubilla PREFERRED REAL ESTATE BROKERS

    2217 Sussex Rd, Winter Park, FL 32792
  • /73

    $789,000

    • 4 Beds
    • 3 Baths
    • 2,692 Sq Ft

    11457 Swift Water Cir, Orlando, FL 32817

    Welcome to the established and picturesque neighborhood of Riversbend, where tree-lined streets, a community park with basketball court, and convenient access to walking trails, shopping, and dining create an exceptional lifestyle setting.Situated on an oversized lot, this meticulously maintained residence offers striking curb appeal with an extended driveway and desirable side-entry two-car

    Carol van den Berg VAN DEN BERG REAL ESTATE GROUP

    11457 Swift Water Cir, Orlando, FL 32817
  • /20

    $218,000

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft

    200 Saint Andrews Blvd Unit 3001, Winter Park, FL 32792

    Experience the best value in Winter Park. Beautifully maintained corner-unit townhome in the desirable Four Seasons community, offering a perfect blend of comfort, privacy and style. This bright and inviting residence features modern laminated floors, new carpet in the bedroom areas, granite kitchen countertops, updated lighting, and recently painted interiors. Enjoy the convenience of a private

    Magaly Laplana Kleros Realty

    200 Saint Andrews Blvd Unit 3001, Winter Park, FL 32792
  • /13

    $1,069,990 New Construction

    • 5 Beds
    • 4 Baths
    • 3,978 Sq Ft

    2747 Ravencliffe Terrace, Oviedo, FL 32765

    The Brookhaven FL is one of M/I Homes’ most desired home designs! With this Mediterranean-inspired, single-story home with a 3-car garage, you can choose from exteriors featuring a facade with full stone accent, oversized windows, or covered entry (each with lace stucco finish), as well as a brick paver driveway, and lead walk. Learn more today! On the inside, you will immediately notice the

    M/I Homes Builder
    2747 Ravencliffe Terrace, Oviedo, FL 32765
  • /19

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

    2036 Via Tuscany, Winter Park, FL 32789

    WINTER PARK VIA’S!!! Incredible Oversized Lot is located in the “Heart” of Winter Park. Very Unique opportunity in Winter Park for a high-quality custom build. The brick lined lighted street with sidewalks is located across from the Winter Park Racquet Club. This location is a wonderful opportunity to build your Estate Home. The lot size is 112’ X 140’. Value is in the land.

    Mark Medei KELLY PRICE & COMPANY LLC

    2036 Via Tuscany, Winter Park, FL 32789
  • /13

    $245,000

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    620 Lilac Rd, Casselberry, FL 32707

    Charming 2-bedroom, 1-bath home located in an established Casselberry neighborhood with convenient access to shopping, dining, and major roadways. The home is in average condition and offers a functional layout with comfortable living space. A standout feature is the very large backyard, providing ample room for outdoor entertaining, gardening, pets, or future expansion. Ideal for first-time

    Michael Mullvain WESTIN REALTY GROUP

    620 Lilac Rd, Casselberry, FL 32707
  • /6

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    1822 Greenwich Ave, Winter Park, FL 32789

    Rare opportunity in the heart of Winter Park! This property sits on a double lot (0.29 acres) — a true rarity in this highly desirable location. The existing 1953 concrete-block home (3 bed / 2 bath) with an attached garage apartment (studio + bath) and shared 2-car carport offers little to no current value and would require a complete renovation. Property will be sold as-is with no repairs.

    Cliff Glansen FLATFEE.COM

    1822 Greenwich Ave, Winter Park, FL 32789
  • /44

    $649,900

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    1926 Natalen Rd, Winter Park, FL 32792

    ***MUST SEE WINTER PARK POOL HOME***Explore the virtual tours to fully appreciate the beauty of this completely renovated 3 bedroom/2 bath solid block poolhome nestled in the highly desirable Kenilworth Shores community in Winter Park. This move-in-ready home features anopen layout with vaulted ceilings and an abundance of natural light, highlighted by a large free-flowing kitchen

    Joseph Cosgrove JAMIESON PROPERTIES, INC.

    1926 Natalen Rd, Winter Park, FL 32792
  • /30

    $345,000

    • 3 Beds
    • 2.5 Baths
    • 1,502 Sq Ft

    2833 Shady Willow Ln, Oviedo, FL 32765

    Welcome home to Clayton Crossing, one of Oviedo’s most desirable gated townhome communities. This beautifully designed 3-bedroom, 2.5-bath home with a 1-car garage offers a perfect blend of comfort, style, and convenience. Step inside to an open-concept layout featuring upgraded 18-inch tile and a bright modern kitchen with stainless steel appliances overlooking the dining and family room ideal

    Liza Figueroa EXP REALTY LLC

    2833 Shady Willow Ln, Oviedo, FL 32765
  • /22

    $145,000

    • 1 Bed
    • 1 Bath
    • 722 Sq Ft

    202 Esplanade Way Unit 104, Casselberry, FL 32707

    WOW what a fabulous one-story, one-bedroom, one-bathroom condo!! GORGEOUS, UPDATED, and ready for its new owners. Laminate wood flooring throughout, Shiplap accent wall, UPDATED electrical, NEWER windows. The kitchen features UPDATED cabinets and hardware, GRANITE countertops, TILE backsplash, a NEW dishwasher and a walk in pantry. The bathroom has a skylight for natural light with an UPDATED

    Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    202 Esplanade Way Unit 104, Casselberry, FL 32707
  • /2

    $2,600,000

    • Land
    • 2.66 Acres
    • $977,444 per Acre

    0 Seminole Ave, Oviedo, FL 32765

    Bring your developer clients - this property is fully entitled and shovel ready for a proposed 50 unit multi-family community. Conveniently located less than .25 miles to UCF - this property is great for apartment rental or student housing. See proposed plans in the attachments.

    Miguel Kaled, Jr J MARK INTERNATIONAL REALTY LLC

    0 Seminole Ave, Oviedo, FL 32765
  • /12

    $499,000

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    230 Strathy Ln, Winter Park, FL 32792

    Completely Remodeled Winter Park Home – Prime LocationBeautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing.Ideally situated directly across from Advent Health Winter Park Hospital, this property

    David Auerbach PARK TOWN REAL ESTATE LLC

    230 Strathy Ln, Winter Park, FL 32792
  • /51

    $549,750

    • 4 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    1024 Kewannee Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed 2.5 Bath home in sought after Maitland. Tastefully upgraded home on a generous lot, with in ground pool. Great upgraded kitchen with custom cabinets for extra storage complemented with upgraded Stainless Appliances and granite counters. Thoughtful upgrades at every turn. Currently zoned for Winter Park HS.

    Patrick D'Agostino GLORY INTL. REAL ESTATE CO

    1024 Kewannee Trail, Maitland, FL 32751
  • /3

    $450,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,821 Sq Ft

    8590 Blackberry Ave, Orlando, FL 32825

    Under Construction. UNDER CONSTRUCTION – COMING MAY 2026! Experience modern living in this 3BD/2.5BA masterpiece. The heart of the home is a massive 13x22 living area with high ceilings and luxury vinyl flooring. The main-level owner’s suite offers ultimate convenience, complete with a generous walk-in closet and a double-vanity bath. Highlights include a designer kitchen with sleek countertops,

    Christian Betancour, LLC LPT REALTY, LLC

    8590 Blackberry Ave, Orlando, FL 32825
  • /13

    $225,000

    • Land
    • 0.78 Acre
    • $288,462 per Acre

    2850 Cleburne Rd, Orlando, FL 32817

    Nearly 5 acres across 4 parcels (PIDs: 08-22-31-0000-00-098, -127, -085, -154) in East Orlando between Dean Rd & Buck Rd, accessed via 2904 Cleburne leading to the interior tracts, incl. 2850 Cleburne (~.7805 ac). Established area with room for growth and quick access to UCF, SR-417, SR-408, shopping, and dining. Zoning: Planned Development (PD). Future Land Use: Low Density Residential (LDR) per

    Millie Brockmeyer RE/MAX INNOVATION

    2850 Cleburne Rd, Orlando, FL 32817
  • /36

    $294,999

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    761 Golden Sunshine Cir, Orlando, FL 32807

    Welcome to this well taken care of 3-bedroom, 2-bath home located in the heart of Azalea Park! This move-in ready property features semi-upgraded Kitchen and Bathrooms. Comes with upgraded appliances, NEW ROOF and fresh interior paint. Enjoy Florida living with a private backyard filled with mature fruit trees, perfect for relaxing or enjoying fresh fruit from your own yard. This is a fantastic

    Leydy Londono HOMESMART

    761 Golden Sunshine Cir, Orlando, FL 32807
  • /36

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    2847 Tcu Blvd, Orlando, FL 32817

    Welcome to your waterfront retreat at 2847 TCU Boulevard! This beautifully updated 3-bedroom, 2-bath home offers modern upgrades and Florida living with a private pool and freshly remodeled dock. Inside, enjoy new flooring, fresh interior and exterior paint, and updated lighting throughout. The kitchen features a new granite countertop, sink, faucet, and a full suite of Frigidaire appliances.

    Amanda Bach Misty Morrison Real Estate

    2847 Tcu Blvd, Orlando, FL 32817
  • /19

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,189 Sq Ft

    935 Northern Dancer Way Unit 105, Casselberry, FL 32707

    Experience serene living with a truly low-maintenance lifestyle in the heart of Casselberry! Comfortable and Flexible are the words that best describe the layout. TOUR THE HOUSE WITH THE VIRTUAL TOUR LINK. Step inside this ground floor unit to find beautiful bay windows bathing the large living room with natural light. A cozy wood-burning fireplace adds character and charm to the space, as does

    Chris Winn BLOOM HOME GROUP REALTY LLC

    935 Northern Dancer Way Unit 105, Casselberry, FL 32707
  • /9

    $140,000

    • 2 Beds
    • 1 Bath
    • 830 Sq Ft

    5885 Dahlia Dr Unit 31/116, Orlando, FL 32807

    A fantastic investment or first-time homebuyer opportunity awaits in this cozy, ground-floor condo in East Orlando’s Lake Barton Villas community. Featuring ceramic tile floors throughout, ceiling fans, and central air—it's designed for comfortable Florida living with pond view. Tenant in place rent $1495/month

    Rosa Rivera SKINNER REALTY, INC.

    5885 Dahlia Dr Unit 31/116, Orlando, FL 32807
  • /27

    $489,990

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    2065 Derbyshire Rd, Maitland, FL 32751

    Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the heart of the home, showcasing sleek

    Ceila Morales EXP REALTY LLC

    2065 Derbyshire Rd, Maitland, FL 32751
  • /36

    $315,000

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 6-3, Winter Park, FL 32789

    Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    311 E Morse Blvd Unit 6-3, Winter Park, FL 32789
  • /29

    $1,099,990 New Construction

    • 6 Beds
    • 5.5 Baths
    • 4,938 Sq Ft

    2509 Hawks Overlook Place, Oviedo, FL 32765

    Discover this stunning new construction home at 2509 Hawks Overlook Place in Oviedo, built by M/I Homes. This impressive 6-bedroom, 5.5-bathroom home spans 4,938 square feet and features thoughtful design elements throughout. Key Features: Spacious Layout: 6 bedrooms and 5 full bathrooms across 4,938 square feet Open-Concept Living: Seamless flow between main living areas Owner's Bedroom:

    M/I Homes Builder
    2509 Hawks Overlook Place, Oviedo, FL 32765
  • /26

    $346,000

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    9193 Shepton St, Orlando, FL 32825

    REVISED PRICE! Beautiful two-story Mediterranean-style townhome in the desirable Somerset Chase community. This 3-bedroom, 2.5-bath residence features an open-concept layout with granite countertops, stainless steel appliances, and 42” cabinetry. The spacious primary suite offers a walk-in closet and ensuite bath with dual vanities and a separate shower, creating a comfortable retreat. Sliding

    Jana Rodriguez LPT REALTY, LLC

    9193 Shepton St, Orlando, FL 32825
  • /39

    $440,000

    • 2 Beds
    • 2 Baths
    • 1,700 Sq Ft

    797 Austin Ct, Winter Springs, FL 32708

    Inside, this two-bedroom, two-bath residence features vaulted ceilings with exposed wood beams and a wood-burning fireplace anchoring the open great room. Sliding glass doors provide natural light and connect interior living spaces to the rear patio and yard. Laminate flooring runs through the main living areas, with tile flooring in the kitchen and baths. The remodeled kitchen includes granite

    Jill Drafts PREMIER SOTHEBYS INT'L REALTY

    797 Austin Ct, Winter Springs, FL 32708
  • /15

    $342,500

    • 3 Beds
    • 2 Baths
    • 1,270 Sq Ft

    8311 Esperanza St, Orlando, FL 32817

    This 3-bedroom, 2.0-bathroom 1385 sq ft, offering a kitchen complete with light granite counters, modern backsplash, white cabinets, stainless steel appliances, including a refrigerator, microwave, range oven, and dishwasher. The home features window coverings, a bathtub, and a spacious attached garage. Outside, enjoy a fenced yard. Conveniently located near restaurants, grocery stores, and

    Chantel Gutierrez-Davis RISE 24 REAL ESTATE LLC

    8311 Esperanza St, Orlando, FL 32817
  • /31

    $899,000 Pre-Foreclosure

    • 5 Beds
    • 4 Baths
    • 2,966 Sq Ft

    1135 Thunder Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Dommerich Hills Pool Home | Oversized Lot | No HOA Tucked into the highly sought-after Dommerich Hills neighborhood, this beautifully updated pool home offers the kind of space, charm, and lifestyle that’s becoming harder to find in Maitland. Sitting on an oversized lot with no HOA, the home provides nearly 3,000 square feet of thoughtfully designed

    Angela Worachek DALTON WADE INC

    1135 Thunder Trail, Maitland, FL 32751
  • /14

    $2,795,000

    • Land
    • 0.42 Acre
    • $6,654,762 per Acre

    125 Whitecaps Cir, Maitland, FL 32751

    Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    125 Whitecaps Cir, Maitland, FL 32751

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